Réaction #657312

Équation de réaction

2-oxopropyl methanesulfonate

3-(4-fluorophenyl)-1H-pyrazol-5-ol

potassium carbonate

→

1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone

Rendement 38.1%

Solvants

ethyl acetate

DMF

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was heated at 60° C. for 16 h
2. 2
   Lavagewashed with water (3×500 ml)
3. 3
   LavageThe organic layer was washed with brine
4. 4
   Séchagedried over sodium sulphate
5. 5
   Autreevaporated under reduced pressure
6. 6
   Autreto get the crude which
7. 7
   Autrewas then purified by column chromatography with silica gel (100-200 mesh)
8. 8
   Lavageeluted with 10-25% ethyl acetate in hexane as eluent

Mode opératoire

To a solution of 3-(4-fluorophenyl)-1H-pyrazol-5-ol (5 g, 28 mmol) in DMF (50 ml), potassium carbonate (7.7 g, 56 mmol) was added and the mixture was stirred for 30 min at 30° C. Thereafter, 2-oxopropyl methanesulfonate (4.7 g 30 mmol) was added drop wise and the reaction mixture was heated at 60° C. for 16 h. After completion, the crude was diluted with ethyl acetate (200 ml) and washed with water (3×500 ml). The organic layer was washed with brine, dried over sodium sulphate and evaporated under reduced pressure to get the crude which was then purified by column chromatography with silica gel (100-200 mesh) eluted with 10-25% ethyl acetate in hexane as eluent to get compound 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (2.5 g, yield 38%). MS (ESI): 231.0 ([M+H]+)

Source